
Bulletin of the Chemical Society of Japan p. 3103 - 3110 (1990)
Update date:2022-09-26
Topics:
Kusumoto, Tetsuo
Hiyama, Tamejiro
Reaction of 1,4-bis(trimethylsilyl)butadiyne with polychlorodisilanes Si2ClxMe6-x in the presence of a palladium catalyst gives, after methylation, 1,1,4,4-tetrakis(trimethylsilyl)butatriene and/or 1,1,2,4-tetrakis(trimethylsilyl)-1-buten-3-yne selectively.Hydrogenation, hydrosilylation, and oxidation of the obtained butatriene were found to take place at C(1)=C(2) double bond exclusively.The regioselectivity is ascribed to the geminally substituted silyl groups which sterically direct the attack of electrophile and stabilize postulated radical intermediates.
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(1992)